The Diligent Observer
Andrew KazlowHelping angel investors make better bets.
| Platform |  | Pricing | Only free issues | Publishes | Weekly |
|---|---|---|---|---|---|
| Issues | 168 | Founded | 3 years ago | Last Issue | 2 months ago |
| Active | |||||
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thediligentobserver.substack.comLatest Issues
Episode 58: "$15 Million in Capital Gains: Gone" Startup Wealth Strategist Bryan Hasling on What Angel Investors Need to Know About QSBS, Maximizing the Tax Benefits of a Losing Investment, and more
Today's episode explores three ideas that caught my attention:
- The most important tax provision you’ve never heard of: 1244 losses. Bryan made the case (and I agree 100%) that most angels will benefit as much or more from ordinary in...
Episode 57: "Old Money To New Money" | Lagos Angel Network Executive Director Dr. Solomon King on Mobilizing Legacy Nigerian Wealth into Venture, Building Angel Culture from Scratch, and Correcting Af
Today's episode explores three ideas that caught my attention:
- “Old money” sitting on the sidelines – Solomon aims to convert Nigeria’s legacy industrialists into venture investors. It made me wonder how much capital is waiting to be...
Episode 56: "Hard Tech Is Hard, But So Is Software” | Industrial Sustainability VC Anthony Del Porto on Finding Step-Change Value in Hard Tech, Why the Valley of Death Is Shrinking, and Where he’s See
Today's episode explores three ideas that caught my attention:
- Green premium is a deal killer – Anthony won’t touch deals where eco-friendliness costs more (end state). If the sustainable solution isn’t also the economically superior...
Episode 55: "We Need to Disrupt Ourselves" | SWAN Impact Network Executive Director Suresh Sundarababu
Today's episode explores three ideas that caught my attention:
- The “angel investor” imposter syndrome – Suresh’s admission of feeling “unworthy” of the title despite being accredited made me reconsider how much terminology matters, a...
Episode 16 Replay: The 3 T’s of Early Stage Investing | Larry Warnock, Partner Emeritus at Ring Ventures
Today's episode explores three ideas that caught my attention:
- Execution defines greatness - Larry’s conviction that the “best tech doesn’t always win” challenges a LOT of assumptions we commonly hold – for example the Mars Rover ex...
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The writers behind this newsletter.
I cultivate flourishing. I'm also the CEO of PitchFact, where we help communities of early-stage investors make better decisions. I'm a proud husband, grateful father, and honest friend. My love languages include brisket, bourbon, and espresso.
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